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Aldehydes-alkynes-amines Three Components Coupling (A3 Coupling) Reactions Catalyzed By Copper Catalyst

Posted on:2019-07-30Degree:MasterType:Thesis
Country:ChinaCandidate:X P LiuFull Text:PDF
GTID:2371330566494311Subject:Organic Chemistry
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Propargylamines are a kind of nitrogen-containing compounds,which has widely application value in organic synthesis.They can be used as important intermediates for constructing a variety of bioactive molecules.The aldehydes-alkynes-amines three-component coupling?A3 coupling?reaction which mediated/catalyzed by the transition metal is an efficient and atomically economical method for the synthesis of propargylamine derivatives.Using various copper catalysts,exploring efficient and rapid synthetic methods to obtain propargylamines are the main content in this article,which mainly includes the following aspects:1.Sodium carboxymethyl cellulose?CMC-Na?is a biodegraded and renewable biopolymer,which can serves as an excellent heterogeneous catalyst carrier and can be used to prepare CMC-Cu??carboxymethyl cellulose copper?catalyst by reacting with divalent copper salt via ion exchange reaction.The catalyst can enfficiently promote the A3 coupling reaction to synthesize a variety of propargylamines,and the catalyst can be easily recovered by by simple filtration and reused for several times.2.In order to enlarge the application scope of the CMC-Cu? catalyst,Cu0NPs@CMC ?carboxymethyl cellulose nanocopper?catalysts is prepared by a simple reduction approach.It was found to be an efficient catalyst for the decarboxylation of the A3coupling reaction and the A3 coupling reaction.3.It was reported for the first time that using anhydrous copper sulfate as catalyst promote the three-component desilylation coupling reactions of trimethylsilylacetylenes and various aldehydes and amines,which were carried out without the addition of any fluorine-containing reagent under one-pot conditions.This provided a new method for synthesizing a variety of terminal propargylamines.
Keywords/Search Tags:propargylamines, A3 coupling reaction, copper catalyst, copper nanoparticles, carboxymethyl cellulose copper, anhydrous copper sulfate
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